Cu(I)‑Catalyzed Asymmetric [3 + 2] Cycloaddition of Azomethine 2 Ylides with Cyclobutenones
Entity
UAM. Departamento de Química Orgánica; UAM. Instituto de Investigación Avanzada en Ciencias Químicas (IAdChem)Publisher
American Chemical SocietyDate
2018-05Citation
10.1021/acs.orglett.8b00936
Organic Letters 20.11 (2018): 3179-3182
ISSN
1523-7060 (print); 1523-7052 (online)DOI
10.1021/acs.orglett.8b00936Funded by
Financial support of this work by the Ministerio de Economía, Industria y Competitividad and Fondo Europeo de Desarrollo Regional (Project Nos. CTQ2012-35790 MINECO and CTQ2015-66954-P MINECO/FEDER, UE) is gratefully acknowledged. A.P. thanks the MICINN for a predoctoral fellowship. J.C. thanks the MECD for a FPU predoctoral fellowshipProject
Gobierno de España. CTQ2012-35790; Gobierno de España. CTQ2015-66954-PEditor's Version
http://doi.org/10.1021/acs.orglett.8b00936Subjects
Asymmetric 1,3-dipolar; Cycloaddition of cyclobutenones; Azomethine ylide; QuímicaNote
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© 2018 American Chemical SocietyAbstract
The catalytic asymmetric 1,3-dipolar cycloaddition of cyclobutenones with azomethine ylides provides straightforward access to densely substituted 3-azabicyclo[3.2.0]heptanes. In the presence of CuI/(R)-Fesulphos as the catalytic system, high levels of diastereoselectivity and enantioselectivity were achieved (up to 98% enantiomeric excess (ee)).
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Google Scholar:Corpas, Javier
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Ponce, Alberto
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Adrio Sevilla, Francisco Javier
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Carretero Gonzálvez, Juan Carlos
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